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EP0069855A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

N-(2-fluoro-4-halo-5-substituted phenyl)hydantoins, and their production and use

Assignee: Sumitomo Chemical Co Ltd
•
Filing: 1982-05-28
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Granted: —
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Expires: 2002-05-28
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Abstract

Abstract N-(2-fluoro-4-halo-5-substituted phenyl)hydantoins of the formula: wherein X is a chlorine atom or a bromine atom and R' and R 2 are, same or different, each a C 1 -C 4 alkyl group, a cyclopropyl group, a C 3 -C 4 alkenyl group of a C 3 -C 4 alkynyl group are disclosed, which are useful as herbicides.

Inventors

  • 👤 Eiki Nagano
  • 👤 Shunichi Hashimoto
  • 👤 Ryo Yoshida
  • 👤 Hiroshi Matsumoto
  • 👤 Katsuzo Kamoshita

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-04 06:24
CPC Classifications
C; C07; C07C; C07C265/00; C07C265/12; A; A01; A01N; A01N43/00; A01N43/48; A01N43/50; C07C205/00; C07C205/13; C07C205/26; C07C205/39; C07C205/42; C07C205/43; C07D; C07D233/00; C07D233/54; C07D233/66; C07D233/72

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 54 words
An N-(2-fluoro-4-halo-5-substituted phenyl)-hydantoine of the formula I : wherein X is a chlorine atom or a bromine atom and R 1 and R 2 are, same or different, each a C l -C 4 alkyl group, a cyclopropyl group, a C 3 -C 4 alkenyl group or a C 3 -C 4 alkynyl group.
Claim 2
Dependent Claim 54 words
An N-(2-fluoro-4-halo-5-substituted phenyl)-hydantoine of the formula I : wherein X is a chlorine atom or a bromine atom and R 1 and R 2 are, same or different, each a C l -C 4 alkyl group, a cyclopropyl group, a C 3 -C 4 alkenyl group or a C 3 -C 4 alkynyl group.
Claim 3
Dependent Claim 64 words
The N-(2-fluorp-4-halo-5-substituted phenyl)-hydantoine according to claim 1, wherein R 1 is a methyl group, an ethyl group, an n-propyl group, an iso-propyl- group, a sec-butyl group, an allyl group or a propargyl group and R2 is a methyl group, an ethyl group, an n-propyl group, an iso-propyl group, a sec-butyl group, a tert-butyl group, a cyclopropyl group, an allyl group or a propargyl group.
Claim 4
Dependent Claim 1 words
3-(4-Chloro-2-fluoro-S-isopropoxyphenyl)-1-isopropylimidazolidine-2,4-dione.
Claim 5
Dependent Claim 1 words
3-(4-Chloro-2-fluoro-S-isopropoxyphenyl)-1-isopropylimidazolidine-2,4-dione.
Claim 6
Dependent Claim 1 words
3-(4-Chloro-2-fluoro-5-isopropoxyphenyl)-1-ethylimidazolidine-2,4-dicne.
Claim 7
Dependent Claim 1 words
3-(4-Chloro-2-fluoro-5-isopropoxyphenyl)-1-ethylimidazolidine-2,4-dicne.
Claim 8
Dependent Claim 116 words
A process for producing an hydantoine according to claim 1,which comprises reacting a phenyl isocyanate of the formula II wherein X and R 1 are each as defined in claim 1 with an aminoacetonitrile of the formula III wherein R 2 is as defined in claim 1 in the presence of an inert solvent at a temperature from room temperature to the boiling temperature of the solvent to give a phenylurea of the formula IV wherein X , R 1 and R 2 are each as defined in claim 1,followed subjecting the latter to cyclization in the presence of a catalytic amount of a mineral acid at a temperature of room temperature to 50 - 60°C.
Claim 9
Dependent Claim 19 words
A herbicidal composition which comprises the compound according to claim 1 as an active ingredient and an inert carrier.
Claim 10
Dependent Claim 33 words
A method for controlling weeds which comprises applying as an active ingredient a herbicidally effective amount of the compound according to claim 1 to the area where the weeds grow or will grow.
Claim 11
Dependent Claim 11 words
Use of the compound according to claim 1 as a herbicide.
Claim 12
Dependent Claim 45 words
A phenyl isocyanate of the formula II: wherein X is a chlorine atom or a bromine atom and R is a C 1 -C 4 alkyl group, a cyclopropyl group, a C 3 -C 4 alkenyl group or a C 3 -C 4 alkynyl group.
Claim 13
Dependent Claim 45 words
A phenyl isocyanate of the formula II: wherein X is a chlorine atom or a bromine atom and R is a C 1 -C 4 alkyl group, a cyclopropyl group, a C 3 -C 4 alkenyl group or a C 3 -C 4 alkynyl group.

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